Winter Park, FL Real Estate
Winter Park area-wide market snapshot
Market-wide figures for all of Winter Park, not only the homes listed on this site. Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winter Park, refreshed nightly -- updated Nov 6, 2026.
Median list price
$449,000
Median sale price (12mo)
$360,000
Avg. days on market
70 days
Sale-to-list ratio
97.6%
Year over year
-2.2%
Homes for sale in Winter Park
See all 488 →
New
$739,000
2315 KESTREL PERCH PL
WINTER PARK, 32792
4 bd·3.5 ba·2,553 sqft
0 days on market
Source: Stellar MLS
New
$435,000
5415 N LAKE BURKETT LN
WINTER PARK, 32792
3 bd·2.5 ba·2,027 sqft
0 days on market
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS
New
$295,000
700 MELROSE AVE #B23
WINTER PARK, 32789
2 bd·2 ba·1,074 sqft
0 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
New
$1,949,000
1398 GROVE TER
WINTER PARK, 32789
4 bd·3.5 ba·3,450 sqft
1 day on market
Pool
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
New
$895,000
1118 WASHINGTON AVE #5C
WINTER PARK, 32789
3 bd·2.5 ba·2,170 sqft
1 day on market
Listed by BEYCOME OF FLORIDA LLC
Source: Stellar MLS
New
$139,998
3019 ANTIQUE OAKS CIR #127
WINTER PARK, 32792
1 bd·1 ba·749 sqft
1 day on market
Listed by CHEVON EATON
Source: Stellar MLS
New
$650,000
1261 MICHIGAN AVE
WINTER PARK, 32789
3 bd·2.5 ba·1,798 sqft
1 day on market
Listed by FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS
New
$335,000
220 KILLARNEY BAY CT #6-2
WINTER PARK, 32789
2 bd·2 ba·1,140 sqft
1 day on market
Waterfront
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
New
$325,000
2535 LEEWARD WAY
WINTER PARK, 32792
3 bd·2 ba·1,783 sqft
1 day on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS
Recently sold in Winter Park
Last 6 months. Real comps from the MLS, not estimates.
Sold 2 days ago
$845,000
Listed at $899,000
269 E CANTON AVE #269
WINTER PARK, 32789
1 bd·1.5 ba·1,109 sqft
Sold 3 days ago
$330,000
Listed at $329,900
4910 SEMINOLE AVE
WINTER PARK, 32792
3 bd·2 ba·1,216 sqft
Sold 4 days ago
$575,000
Listed at $589,900
1409 ASTER CT
WINTER PARK, 32792
4 bd·2 ba·2,050 sqft
Sold 4 days ago
$1,050,000
Listed at $1,150,000
1600 S PENNSYLVANIA AVE
WINTER PARK, 32789
3 bd·2 ba·2,158 sqft
Sold 5 days ago
$179,000
Listed at $184,900
7468 CANFORD CT #24
WINTER PARK, 32792
2 bd·1.5 ba·1,365 sqft
Sold 5 days ago
$1,200,000
Listed at $1,295,000
1021 N PENNSYLVANIA AVE
WINTER PARK, 32789
Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API.
Elementary
LAKEMONT ELEMENTARY
1.23 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
- Enrollment
- 565
- Student:teacher ratio
- 15.7:1
- District
- ORANGE
Middle
GLENRIDGE MIDDLE
1.44 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
- Enrollment
- 1,110
- Student:teacher ratio
- 18.8:1
- District
- ORANGE
High
WINTER PARK HIGH
1.67 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
- Enrollment
- 3,354
- Student:teacher ratio
- 20.3:1
- District
- ORANGE
Winter Park map
Location
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Listing data provided by Stellar MLS. Last updated 22 hr ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.